Plymouth Vacation Packages
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Your Plymouth Vacation
With plenty of highlights as well as some hidden gems, this city is best experienced with a Plymouth vacation package. Look for places to stay in Litchfield Historic District, which is great for shopping, dining and history. If sightseeing is on the agenda during your trip to Plymouth, check out popular attractions like Black Rock State Park. Stop daydreaming and start traveling. Browse the range of options on Expedia today and put your Plymouth vacation plans into action!
Top Plymouth Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott New Haven Hamden
Price was CA $1,557, price is now CA $1,523 per person
CA $1,523
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Saskatoon (YXE) to New Haven (HVN)
9.4/10 Exceptional! (447 reviews)
The suite was modern and clean, kitchen had all appliances and utensils available with a big refrigerator. The breakfast included was very good with an array of options, I just wish the boiled eggs were served hot or even warm. My kids had a great time at the pool.
Reviewed on Apr 22, 2026
Hyatus Luxury Residences City Crossing
The Hill
Price was CA $2,224, price is now CA $1,884 per person
CA $1,884
per person
Jun 4 - Jun 9
found 14 hours ago
Roundtrip non-stop flight included
Saskatoon (YXE) to New Haven (HVN)
9.2/10 Wonderful! (31 reviews)
Great stay with many amenities to enjoy within the building!
Reviewed on Apr 3, 2026
Heritage Hotel, Golf & Conference Center
Price was CA $1,705, price is now CA $1,524 per person
CA $1,524
per person
Jun 4 - Jun 9
found 14 hours ago
Roundtrip non-stop flight included
Saskatoon (YXE) to New Haven (HVN)
8.4/10 Very Good! (1,006 reviews)
Breakfast was great, we had a wonderful time
Reviewed on Apr 23, 2026
Home2 Suites by Hilton East Haven New Haven
The Centre
Price was CA $1,899, price is now CA $1,703 per person
CA $1,703
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Saskatoon (YXE) to New Haven (HVN)
9.6/10 Exceptional! (517 reviews)
We had a very nice stay as a family of 4. Appreciated the larger-than-average size room with pull-out couch and kitchenette. It was very clean and well-maintained and staff were friendly and accommodating. Location was convenient to restaurants and other areas. Breakfast was fine for a hotel breakfast buffet- nothing spectacular, but we were appreciative of it being there. Found it to be quiet despite being right near highway. Would stay there again!
Reviewed on Apr 12, 2026
Hampton Inn & Suites By Hilton North Haven
Price was CA $1,621, price is now CA $1,587 per person
CA $1,587
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Saskatoon (YXE) to New Haven (HVN)
8.8/10 Excellent! (5 reviews)
Very clean facility. Friendly staff!
Reviewed on Apr 20, 2026
Plymouth Hotel Deals
Cozy Lakefront Bungalow w firepit/dock/kayaks
Plymouth CT
10/10 Exceptional! (45 reviews)
This is definitely a bliss filled space! Peace and calm radiate all the way through the home- great gathering living room with fireplace, screened in porch with birds chirping away, chairs on the dock, comfy beds, fantastic jetted tub with views of the water. Soooo clean as well!!! The welcome basket ...
Reviewed on Apr 1, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from May 3 to May 4
CA $137
CA $158 total
May 3 - May 4
includes taxes & fees
8.6/10 Excellent! (1,271 reviews)
Had a lovely stay, staff was friendly the breakfast was delicious.
Reviewed on Apr 23, 2026
Courtyard by Marriott Waterbury Downtown
63 Grand St Waterbury CT
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Apr 26 to Apr 27
CA $122
CA $140 total
Apr 26 - Apr 27
includes taxes & fees
8.4/10 Very Good! (1,189 reviews)
Yes
Reviewed on Apr 23, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
